Synthesis of (Z)-N,3-dicyclohexyl-6-substituted-4-(trichloromethyl)-3,4-dihydro-2H-1,3,5-oxadiazin-2-imines via [4 + 2] hetero Diels-Alder reaction: Their spectral characteristics and molecular structure

IF 2.218 Q2 Chemistry

Chemical Data Collections Pub Date : 2023-10-16 DOI:10.1016/j.cdc.2023.101093

Pavlo V. Zadorozhnii, Ihor O. Pokotylo, Vadym V. Kiselev, Aleksandr V. Kharchenko

引用次数: 0

Abstract

In this work, we report the synthesis of a series of new derivatives of 1,3,5-oxadiazine - (Z)-N,3-dicyclohexyl-6-R-4-(trichloromethyl)-3,4-dihydro-2H-1,3,5-oxadiazin-2-imines. The method for preparing these compounds was based on the [4 + 2] cycloaddition reaction of dicyclohexylcarbodiimide to N-(2,2,2-trichloroethylidene)carboxamides formed in situ. Target products were obtained in 74–87 % yield. The structure of the obtained derivatives of 2H-1,3,5-oxadiazin-2-imines was confirmed by IR, ¹H, and ¹³C NMR spectroscopy, as well as the results of selective X-ray diffraction analysis.

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[4 + 2]杂Diels-Alder反应合成(Z)- n,3-二环己基-6-取代-4-(三氯甲基)-3,4-二氢- 2h -1,3,5-恶二嗪-2-亚胺的光谱特征和分子结构

本文报道了一系列新的1,3,5-恶二嗪-(Z)- n,3-双环己基-6- r -4-(三氯甲基)-3,4-二氢- 2h -1,3,5-恶二嗪-2-亚胺衍生物的合成。这些化合物的制备方法是基于二环己基碳二亚胺的[4 + 2]环加成反应原位生成N-(2,2,2-三氯乙基)碳酰胺。目标产物收率为74 ~ 87%。所得的2h -1,3,5-恶二嗪-2-亚胺衍生物的结构通过IR、1H、13C NMR以及选择性x射线衍射分析结果得到了证实。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemical Data Collections Chemistry-Chemistry (all)

CiteScore

6.10

自引率

0.00%

发文量

169

审稿时长

24 days

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